r/sexstories•
TheWildOne98

The night I (27m) gave another MILF a ride home only for her (31F) to ride me...

NSFWQuickie

So since the last story did so well, thought id give you this one first! So all while I was flirting with the married MILF on one end, on the other end, I had reconnected with an old high school sweet heart actually the first pair of tits I ever touched. For the story's sake well call her Zoey. Zoey was a mom of 1 and a big party person. Every weekend that she didnt have her son, she was out drinking with her friends. I had started flirting with her as well because id remembered she was pretty cute and ive always been curious. So one night I get a random text from her saying shes been drinking and that if I could give her a ride home. At first I was going to say no, but then I remembered how horny I was and through our conversations on text, we had gotten sexual for each other. She had sent me picture of her beautiful tits and I had sent her pictures of my dick a few times back. So the sexual tension was already there.

I finally leave to go pick her up and she was honestly shocked I agreed to pick her up. she sends me the address and I go get her. When she gets in you can tell shes drunk. The way shes acting and all. I get her address to take her home, but midway there she leans over pulls down my basketball shorts and starts sucking my cock as im driving.

Now let me state this, road head was an all time fantasy and she was giving it to me right there. I cant lie, shes easily one of the best blowjobs ive ever had. So shes sucking me on a public road and I turn off to a service street for a little privacy. Her mouth is like heaven. I can tell shes had practice. I had to tell her to stop a bit because I almost blew in her mouth and I wanted to stop and enjoy it.

I pull into the parking lot of a store in a corner where no one could see us. Crack the windows and she starts sucking so good. She comes up. admires my cock, looks it 360 and it says, "Wow! He's big!"

Now to preference im about 6 inches hard. im a grower not a shower. But just about every woman ive been with has said that ive been the first person in a long time to make them cum multiple times. Im not trying to hype myself up or anything in that nature because to be honest with you, I used to be very self conscious about my dick until I started having sex.

So hearing that turned me on and I pushed her head down further to suck me off. She was so turned on that she decided that she wanted to ride me so I leaned the seat back and she rode my cock and she rode it good.

I love boobs so much! while she was riding me, I was sucking in her titties and man did she feel and taste good. I had her cum on my dick multiple times because she told me no one has made her cum like that in a long time. Judging by her screaming DADDY to me as she was fucking me and gripping me so hard as she rode me! I get off to it a lot.

But that wasnt the end. After all that, I still didnt cum and she got off me, caught her breath and some air and sucked me dry. I remember her sucking it and I just felt my soul leave my body. I came so much in her mouth. she was my first fuck since my ex so that was a solid 2 months.

After we were all said and done she tried to guilt me into leaving her where we were, but Im not the type to just fuck and leave. I finally convinced to get in my car and I took her home. She felt embarrassed at first on the way home, but when I dropped her off she was very appreciative of me driving her home and gave me a kiss. That was the end of that night.

And then she texted me sober. And asked to meet in person again to talk...

Posted Apr 9, 2026, 8:02 PM UTC

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